# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 18:59:58 2022
#   Inital geometry file: a 115 line input string
#   Ligand name: 1,2-dihydroxy-3-(piperazine-1-sulfonyl)anthracene-9,10-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1c(O)c2C(=O)c3ccccc3C(=O)c2cc1[S](=O)(=O)N4CCNCC4
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 I9N  I9N  "1,2-dihydroxy-3-(piperazine-1-sulfonyl)anthracene-9,10-dione"
  ligand  43  27  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I9N
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 I9N  O1   O  OS    0  -0.628  29.5834   6.8695  4.3605
 I9N  C2   C  CH2   0  -0.344  32.9973   8.0865  5.6219
 I9N  C4   C  CH2   0  -0.349  31.9413   7.4603  7.9530
 I9N  C5   C  CH2   0  -0.232  31.0729   7.0053  6.7852
 I9N  C6   C  CR16  0  -0.273  30.2606   9.9427  4.0697
 I9N  C7   C  CR66  0  -0.044  30.1913  11.2088  3.5448
 I9N  C9   C  CR6   0   0.390  30.7356  12.8314  1.7179
 I9N  C11  C  CR6   0   0.320  29.5020  12.2672  4.3099
 I9N  C12  C  CR66  0  -0.023  29.5015  13.6360  3.7391
 I9N  C13  C  CR66  0  -0.006  30.0905  13.9037  2.4985
 I9N  C14  C  CR16  0  -0.267  30.0729  15.1989  1.9880
 I9N  C16  C  CR16  0  -0.227  28.8924  15.9557  3.9399
 I9N  C17  C  CR16  0  -0.269  28.9029  14.6690  4.4526
 I9N  O5   O  O     0  -0.370  28.9581  12.0303  5.3690
 I9N  C1   C  CR6   0  -0.332  30.9207   8.9291  3.3703
 I9N  S    S  S     0   1.426  30.9413   7.3224  4.1240
 I9N  O2   O  OS    0  -0.673  31.8022   6.4908  3.2691
 I9N  N    N  N     0  -0.603  31.6194   7.6138  5.5641
 I9N  N1   N  NH1   0  -0.605  32.2048   8.8757  7.8062
 I9N  C3   C  CH2   0  -0.255  33.1099   9.1644  6.6982
 I9N  C15  C  CR16  0  -0.229  29.4773  16.2207  2.7074
 I9N  C8   C  CR66  0  -0.176  30.7797  11.4812  2.2888
 I9N  C10  C  CR6   0   0.318  31.4232  10.4703  1.5823
 I9N  O4   O  OH1   0  -0.593  31.9950  10.6350  0.4026
 I9N  C    C  CR6   0   0.333  31.5049   9.1568  2.1301
 I9N  O    O  OH1   0  -0.586  32.1493   8.2719  1.3932
 I9N  H1   H  HCH2  0   0.271  33.6735   7.2511  5.8194
 I9N  H2   H  HCH2  0   0.285  33.2958   8.5072  4.6614
 I9N  H6   H  HCH2  0   0.218  32.8475   6.8415  8.0153
 I9N  H7   H  HCH2  0   0.265  31.3837   7.2890  8.8740
 I9N  H8   H  HCH2  0   0.246  31.0662   5.9144  6.7301
 I9N  H9   H  HCH2  0   0.254  30.0517   7.3547  6.9311
 I9N  H10  H  HCR6  0   0.296  29.8199   9.7340  5.0361
 I9N  H12  H  HCR6  0   0.276  30.5260  15.4088  1.0289
 I9N  H14  H  HCR6  0   0.278  28.4273  16.7545  4.5017
 I9N  H15  H  HCR6  0   0.275  28.4462  14.4648  5.4112
 I9N  H16  H  HNH1  0   0.362  32.5730   9.2591  8.6650
 I9N  H3   H  HCH2  0   0.222  34.1618   9.2129  7.0036
 I9N  H4   H  HCH2  0   0.228  32.8534  10.1366  6.2693
 I9N  H13  H  HCR6  0   0.278  29.4686  17.2258  2.3077
 I9N  H11  H  HOH1  0   0.489  31.8699  11.5755  0.1385
 I9N  H    H  HOH1  0   0.488  32.1831   7.4123  1.8666
 I9N  O3   O  O     0  -0.431  31.2299  13.0686  0.6204

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 I9N  O    C    single    1.320  0.020  1.320
 I9N  C    C1   aromatic  1.390  0.020  1.390
 I9N  S    C1   single    1.775  0.020  1.775
 I9N  N    S    single    1.618  0.020  1.618
 I9N  N    C2   single    1.458  0.020  1.458
 I9N  C2   C3   single    1.527  0.020  1.527
 I9N  C3   N1   single    1.459  0.020  1.459
 I9N  N1   C4   single    1.447  0.020  1.447
 I9N  C4   C5   single    1.525  0.020  1.525
 I9N  C5   N    single    1.470  0.020  1.470
 I9N  O1   S    double    1.451  0.020  1.451
 I9N  O2   S    double    1.471  0.020  1.471
 I9N  C1   C6   aromatic  1.397  0.020  1.397
 I9N  C6   C7   aromatic  1.372  0.020  1.372
 I9N  C7   C8   aromatic  1.413  0.020  1.413
 I9N  C8   C9   single    1.467  0.020  1.467
 I9N  O3   C9   double    1.227  0.020  1.227
 I9N  C10  C8   aromatic  1.391  0.020  1.391
 I9N  C    C10  aromatic  1.426  0.020  1.426
 I9N  O4   C10  single    1.321  0.020  1.321
 I9N  C7   C11  single    1.477  0.020  1.477
 I9N  C12  C11  single    1.483  0.020  1.483
 I9N  C12  C13  aromatic  1.399  0.020  1.399
 I9N  C9   C13  single    1.475  0.020  1.475
 I9N  C13  C14  aromatic  1.392  0.020  1.392
 I9N  C14  C15  aromatic  1.384  0.020  1.384
 I9N  C15  C16  aromatic  1.390  0.020  1.390
 I9N  C16  C17  aromatic  1.385  0.020  1.385
 I9N  C17  C12  aromatic  1.391  0.020  1.391
 I9N  C11  O5   double    1.214  0.020  1.214
 I9N  C2   H1   single    0.970  0.020  1.090
 I9N  C2   H2   single    0.970  0.020  1.090
 I9N  C4   H6   single    0.970  0.020  1.090
 I9N  C4   H7   single    0.970  0.020  1.090
 I9N  C5   H8   single    0.970  0.020  1.090
 I9N  C5   H9   single    0.970  0.020  1.090
 I9N  C6   H10  single    0.930  0.020  1.080
 I9N  C14  H12  single    0.930  0.020  1.080
 I9N  C16  H14  single    0.930  0.020  1.080
 I9N  C17  H15  single    0.930  0.020  1.080
 I9N  N1   H16  single    0.890  0.020  1.040
 I9N  C3   H3   single    0.970  0.020  1.090
 I9N  C3   H4   single    0.970  0.020  1.090
 I9N  C15  H13  single    0.930  0.020  1.080
 I9N  O4   H11  single    0.850  0.020  0.980
 I9N  O    H    single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 I9N  H2   C2   H1   106.55  3.000
 I9N  H2   C2   C3   109.16  3.000
 I9N  H1   C2   C3   111.50  3.000
 I9N  H2   C2   N    110.42  3.000
 I9N  H1   C2   N    110.13  3.000
 I9N  C3   C2   N    109.05  3.000
 I9N  H7   C4   H6   106.59  3.000
 I9N  H7   C4   N1   109.42  3.000
 I9N  H6   C4   N1   113.97  3.000
 I9N  H7   C4   C5   107.99  3.000
 I9N  H6   C4   C5   110.18  3.000
 I9N  N1   C4   C5   108.54  3.000
 I9N  H9   C5   H8   108.75  3.000
 I9N  H9   C5   N    109.09  3.000
 I9N  H8   C5   N    111.96  3.000
 I9N  H9   C5   C4   109.61  3.000
 I9N  H8   C5   C4   109.88  3.000
 I9N  N    C5   C4   107.52  3.000
 I9N  H10  C6   C1   119.96  3.000
 I9N  H10  C6   C7   119.92  3.000
 I9N  C1   C6   C7   120.11  3.000
 I9N  C8   C7   C11  121.10  3.000
 I9N  C11  C7   C6   119.12  3.000
 I9N  C8   C7   C6   119.78  3.000
 I9N  C8   C9   O3   120.94  3.000
 I9N  O3   C9   C13  120.61  3.000
 I9N  C8   C9   C13  118.46  3.000
 I9N  O5   C11  C12  121.05  3.000
 I9N  O5   C11  C7   121.42  3.000
 I9N  C12  C11  C7   117.53  3.000
 I9N  C17  C12  C13  119.60  3.000
 I9N  C17  C12  C11  119.22  3.000
 I9N  C13  C12  C11  121.18  3.000
 I9N  C14  C13  C12  119.85  3.000
 I9N  C14  C13  C9   119.20  3.000
 I9N  C12  C13  C9   120.95  3.000
 I9N  H12  C14  C15  119.86  3.000
 I9N  H12  C14  C13  120.04  3.000
 I9N  C15  C14  C13  120.10  3.000
 I9N  H14  C16  C15  120.05  3.000
 I9N  H14  C16  C17  119.80  3.000
 I9N  C15  C16  C17  120.15  3.000
 I9N  H15  C17  C16  120.02  3.000
 I9N  H15  C17  C12  119.76  3.000
 I9N  C16  C17  C12  120.22  3.000
 I9N  C    C1   S    121.49  3.000
 I9N  S    C1   C6   116.72  3.000
 I9N  C    C1   C6   121.76  3.000
 I9N  N    S    O2   111.95  3.000
 I9N  O2   S    C1   105.77  3.000
 I9N  N    S    C1   102.69  3.000
 I9N  O2   S    O1   117.78  3.000
 I9N  N    S    O1   107.66  3.000
 I9N  C1   S    O1   109.93  3.000
 I9N  S    N    C5   120.60  3.000
 I9N  C5   N    C2   116.92  3.000
 I9N  S    N    C2   119.32  3.000
 I9N  H16  N1   C3   110.15  3.000
 I9N  H16  N1   C4   110.57  3.000
 I9N  C3   N1   C4   112.54  3.000
 I9N  H4   C3   H3   107.16  3.000
 I9N  H4   C3   N1   109.17  3.000
 I9N  H3   C3   N1   113.09  3.000
 I9N  H4   C3   C2   109.50  3.000
 I9N  H3   C3   C2   107.35  3.000
 I9N  N1   C3   C2   110.47  3.000
 I9N  H13  C15  C16  120.11  3.000
 I9N  H13  C15  C14  119.82  3.000
 I9N  C16  C15  C14  120.07  3.000
 I9N  C10  C8   C9   119.03  3.000
 I9N  C10  C8   C7   120.25  3.000
 I9N  C9   C8   C7   120.72  3.000
 I9N  C    C10  O4   115.67  3.000
 I9N  O4   C10  C8   124.27  3.000
 I9N  C    C10  C8   120.06  3.000
 I9N  H11  O4   C10  107.67  3.000
 I9N  O    C    C10  115.55  3.000
 I9N  C10  C    C1   118.02  3.000
 I9N  O    C    C1   126.43  3.000
 I9N  H    O    C    109.55  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 I9N  CONST_01  C10  C    C1   C6      0.00   0.0  0
 I9N  CONST_02  C10  C8   C7   C6      0.00   0.0  0
 I9N  CONST_03  C12  C11  C7   C6    180.00   0.0  0
 I9N  CONST_04  C    C1   C6   C7      0.00   0.0  0
 I9N  CONST_05  C13  C9   C8   C7      0.00   0.0  0
 I9N  CONST_06  C    C10  C8   C7      0.00   0.0  0
 I9N  CONST_07  C13  C12  C11  C7      0.00   0.0  0
 I9N  CONST_08  C17  C12  C11  C7    180.00   0.0  0
 I9N  CONST_09  C8   C7   C11  C12     0.00   0.0  0
 I9N  CONST_10  C8   C9   C13  C12     0.00   0.0  0
 I9N  CONST_11  C15  C14  C13  C12     0.00   0.0  0
 I9N  CONST_12  C15  C16  C17  C12     0.00   0.0  0
 I9N  CONST_13  C16  C17  C12  C13     0.00   0.0  0
 I9N  CONST_14  C10  C8   C9   C13   180.00   0.0  0
 I9N  CONST_15  C16  C15  C14  C13     0.00   0.0  0
 I9N  CONST_16  C17  C12  C13  C14     0.00   0.0  0
 I9N  CONST_17  C8   C9   C13  C14   180.00   0.0  0
 I9N  CONST_18  C17  C16  C15  C14     0.00   0.0  0
 I9N  CONST_19  C8   C10  C    C1      0.00   0.0  0
 I9N  CONST_20  C8   C7   C6   C1      0.00   0.0  0
 I9N  CONST_21  O    C    C1   C6    180.00   0.0  0
 I9N  CONST_22  O5   C11  C7   C6      0.00   0.0  0
 I9N  CONST_23  S    C1   C6   C7    180.00   0.0  0
 I9N  CONST_24  O3   C9   C8   C7    180.00   0.0  0
 I9N  CONST_25  O4   C10  C8   C7    180.00   0.0  0
 I9N  CONST_26  O4   C10  C8   C9      0.00   0.0  0
 I9N  CONST_27  O3   C9   C13  C12   180.00   0.0  0
 I9N  CONST_28  O5   C11  C12  C13   180.00   0.0  0
 I9N  CONST_29  O3   C9   C13  C14     0.00   0.0  0
 I9N  CONST_30  O5   C11  C12  C17     0.00   0.0  0
 I9N  CONST_31  C8   C7   C11  O5    180.00   0.0  0
 I9N  CONST_32  O4   C10  C    C1    180.00   0.0  0
 I9N  CONST_33  C10  C    C1   S     180.00   0.0  0
 I9N  CONST_34  C10  C8   C9   O3      0.00   0.0  0
 I9N  CONST_35  O    C    C10  C8    180.00   0.0  0
 I9N  CONST_36  H12  C14  C13  C9      0.00   0.0  0
 I9N  CONST_37  H10  C6   C7   C11     0.00   0.0  0
 I9N  CONST_38  H15  C17  C12  C11     0.00   0.0  0
 I9N  CONST_39  H12  C14  C13  C12   180.00   0.0  0
 I9N  CONST_40  H14  C16  C17  C12   180.00   0.0  0
 I9N  CONST_41  H15  C17  C12  C13   180.00   0.0  0
 I9N  CONST_42  H13  C15  C14  C13   180.00   0.0  0
 I9N  CONST_43  H14  C16  C15  C14   180.00   0.0  0
 I9N  CONST_44  H12  C14  C15  C16   180.00   0.0  0
 I9N  CONST_45  H13  C15  C16  C17   180.00   0.0  0
 I9N  CONST_46  H15  C17  C16  C15   180.00   0.0  0
 I9N  CONST_47  H10  C6   C7   C8    180.00   0.0  0
 I9N  CONST_48  H10  C6   C1   C     180.00   0.0  0
 I9N  Var_01    C4   C5   N    C2     19.47  30.0  1
 I9N  Var_02    C4   N1   C3   C2     27.69  30.0  1
 I9N  Var_03    C3   N1   C4   C5    -70.58  30.0  1
 I9N  Var_04    C3   C2   N    C5    -60.61  30.0  1
 I9N  Var_05    N1   C3   C2   N      33.99  30.0  1
 I9N  Var_06    N1   C4   C5   N      43.80  30.0  1
 I9N  Var_07    C1   S    N    C2    -63.97  30.0  3
 I9N  Var_08    S    N    C5   C4    179.24  30.0  1
 I9N  Var_09    C1   S    N    C5    136.73  30.0  3
 I9N  Var_10    N    S    C1   C6    -56.81  30.0  2
 I9N  Var_11    C3   C2   N    S     139.35  30.0  1
 I9N  Var_12    C    C1   S    N     124.72  30.0  2
 I9N  Var_13    H8   C5   N    C2   -101.32  30.0  1
 I9N  Var_14    H9   C5   N    C2    138.26  30.0  1
 I9N  Var_15    H16  N1   C3   C2    151.57  30.0  1
 I9N  Var_16    H3   C3   N1   C4    -92.66  30.0  1
 I9N  Var_17    H4   C3   N1   C4    148.15  30.0  1
 I9N  Var_18    H16  N1   C4   C5    165.76  30.0  1
 I9N  Var_19    H1   C2   N    C5     62.04  30.0  1
 I9N  Var_20    H2   C2   N    C5    179.45  30.0  1
 I9N  Var_21    H3   C3   C2   N     157.72  30.0  1
 I9N  Var_22    H4   C3   C2   N     -86.27  30.0  1
 I9N  Var_23    H6   C4   C5   N     -81.63  30.0  1
 I9N  Var_24    H7   C4   C5   N     162.32  30.0  1
 I9N  Var_25    H1   C2   C3   N1    -87.84  30.0  1
 I9N  Var_26    H2   C2   C3   N1    154.71  30.0  1
 I9N  Var_27    H8   C5   C4   N1    165.88  30.0  1
 I9N  Var_28    H9   C5   C4   N1    -74.66  30.0  1
 I9N  Var_29    H6   C4   N1   C3     52.60  30.0  1
 I9N  Var_30    H7   C4   N1   C3    171.80  30.0  1
 I9N  Var_31    C    C1   S    O1   -120.92  30.0  2
 I9N  Var_32    C6   C1   S    O1     57.55  30.0  2
 I9N  Var_33    C2   N    S    O1   -179.97  30.0  2
 I9N  Var_34    C5   N    S    O1     20.73  30.0  2
 I9N  Var_35    O2   S    N    C2     49.06  30.0  3
 I9N  Var_36    O2   S    N    C5   -110.24  30.0  3
 I9N  Var_37    O2   S    C1   C6   -174.32  30.0  2
 I9N  Var_38    C    C1   S    O2      7.22  30.0  2
 I9N  Var_39    H1   C2   N    S     -98.00  30.0  1
 I9N  Var_40    H2   C2   N    S      19.40  30.0  1
 I9N  Var_41    H8   C5   N    S      58.46  30.0  1
 I9N  Var_42    H9   C5   N    S     -61.96  30.0  1

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 I9N  plan-1  C6   0.020
 I9N  plan-1  C7   0.020
 I9N  plan-1  C9   0.020
 I9N  plan-1  C11  0.020
 I9N  plan-1  C12  0.020
 I9N  plan-1  C13  0.020
 I9N  plan-1  C14  0.020
 I9N  plan-1  C16  0.020
 I9N  plan-1  C17  0.020
 I9N  plan-1  O5   0.020
 I9N  plan-1  C1   0.020
 I9N  plan-1  S    0.020
 I9N  plan-1  C15  0.020
 I9N  plan-1  C8   0.020
 I9N  plan-1  C10  0.020
 I9N  plan-1  O4   0.020
 I9N  plan-1  C    0.020
 I9N  plan-1  O    0.020
 I9N  plan-1  H10  0.020
 I9N  plan-1  H12  0.020
 I9N  plan-1  H14  0.020
 I9N  plan-1  H15  0.020
 I9N  plan-1  H13  0.020
 I9N  plan-1  O3   0.020

